EP0591004B1 - Ink composition for ink jet recording and process for producing the same - Google Patents
Ink composition for ink jet recording and process for producing the same Download PDFInfo
- Publication number
- EP0591004B1 EP0591004B1 EP93307826A EP93307826A EP0591004B1 EP 0591004 B1 EP0591004 B1 EP 0591004B1 EP 93307826 A EP93307826 A EP 93307826A EP 93307826 A EP93307826 A EP 93307826A EP 0591004 B1 EP0591004 B1 EP 0591004B1
- Authority
- EP
- European Patent Office
- Prior art keywords
- ink composition
- ink
- imidazolidinone
- dimethyl
- direct black
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 71
- 238000000034 method Methods 0.000 title claims description 3
- 230000008569 process Effects 0.000 title claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 66
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 50
- CYSGHNMQYZDMIA-UHFFFAOYSA-N 1,3-Dimethyl-2-imidazolidinon Chemical compound CN1CCN(C)C1=O CYSGHNMQYZDMIA-UHFFFAOYSA-N 0.000 claims description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 31
- 235000011187 glycerol Nutrition 0.000 claims description 25
- GWAKFAUFNNPZFE-UHFFFAOYSA-K trisodium 2-[4-[(2-amino-4-oxidophenyl)diazenyl]anilino]-5-[(1-amino-8-oxido-7-phenyldiazenyl-3,6-disulfonaphthalen-2-yl)diazenyl]benzenesulfonate Chemical compound NC1=C(C(=CC2=CC(=C(C(=C12)O)N=NC1=CC=CC=C1)S(=O)(=O)[O-])S(=O)(=O)[O-])N=NC1=CC(=C(C=C1)NC1=CC=C(C=C1)N=NC1=C(C=C(C=C1)O)N)S(=O)(=O)[O-].[Na+].[Na+].[Na+] GWAKFAUFNNPZFE-UHFFFAOYSA-K 0.000 claims description 22
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- DHQJMKJYFOHOSY-UHFFFAOYSA-L disodium 4-amino-3-[[4-[4-[(2,4-diaminophenyl)diazenyl]-3-methylphenyl]-2-methylphenyl]diazenyl]-5-oxido-6-phenyldiazenyl-7-sulfonaphthalene-2-sulfonate Chemical compound [Na+].[Na+].Cc1cc(ccc1N=Nc1ccc(N)cc1N)-c1ccc(N=Nc2c(N)c3c(O)c(N=Nc4ccccc4)c(cc3cc2S([O-])(=O)=O)S([O-])(=O)=O)c(C)c1 DHQJMKJYFOHOSY-UHFFFAOYSA-L 0.000 claims description 8
- 239000000976 ink Substances 0.000 description 95
- UZZFFIUHUDOYPS-UHFFFAOYSA-L disodium 4-amino-3,6-bis[[4-[(2,4-diaminophenyl)diazenyl]phenyl]diazenyl]-5-oxido-7-sulfonaphthalene-2-sulfonate Chemical compound [Na+].[Na+].Nc1ccc(N=Nc2ccc(cc2)N=Nc2c(N)c3c(O)c(N=Nc4ccc(cc4)N=Nc4ccc(N)cc4N)c(cc3cc2S([O-])(=O)=O)S([O-])(=O)=O)c(N)c1 UZZFFIUHUDOYPS-UHFFFAOYSA-L 0.000 description 16
- 238000011156 evaluation Methods 0.000 description 15
- 230000000052 comparative effect Effects 0.000 description 11
- 239000002244 precipitate Substances 0.000 description 11
- 239000000975 dye Substances 0.000 description 10
- 230000008859 change Effects 0.000 description 7
- 238000004140 cleaning Methods 0.000 description 5
- 230000007774 longterm Effects 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 230000000694 effects Effects 0.000 description 4
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 238000004090 dissolution Methods 0.000 description 3
- 238000003860 storage Methods 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- 238000011049 filling Methods 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 239000003607 modifier Substances 0.000 description 2
- 230000000149 penetrating effect Effects 0.000 description 2
- 230000035515 penetration Effects 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 238000007788 roughening Methods 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 230000008961 swelling Effects 0.000 description 2
- QWIGSMCPAKBYLY-UHFFFAOYSA-O 2,4-dimethoxy-n-[2-(1,3,3-trimethylindol-1-ium-2-yl)ethenyl]aniline Chemical compound COC1=CC(OC)=CC=C1NC=CC1=[N+](C)C2=CC=CC=C2C1(C)C QWIGSMCPAKBYLY-UHFFFAOYSA-O 0.000 description 1
- OALHHIHQOFIMEF-UHFFFAOYSA-N 3',6'-dihydroxy-2',4',5',7'-tetraiodo-3h-spiro[2-benzofuran-1,9'-xanthene]-3-one Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 OALHHIHQOFIMEF-UHFFFAOYSA-N 0.000 description 1
- SOFRHZUTPGJWAM-UHFFFAOYSA-N 3-hydroxy-4-[(2-methoxy-5-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound COc1ccc(cc1N=Nc1c(O)c(cc2ccccc12)C(=O)Nc1cccc(c1)[N+]([O-])=O)[N+]([O-])=O SOFRHZUTPGJWAM-UHFFFAOYSA-N 0.000 description 1
- IHZXTIBMKNSJCJ-UHFFFAOYSA-N 3-{[(4-{[4-(dimethylamino)phenyl](4-{ethyl[(3-sulfophenyl)methyl]amino}phenyl)methylidene}cyclohexa-2,5-dien-1-ylidene)(ethyl)azaniumyl]methyl}benzene-1-sulfonate Chemical compound C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 IHZXTIBMKNSJCJ-UHFFFAOYSA-N 0.000 description 1
- AOMZHDJXSYHPKS-DROYEMJCSA-L Amido Black 10B Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(\N=N\C=3C=CC=CC=3)C(O)=C2C(N)=C1\N=N\C1=CC=C(N(=O)=O)C=C1 AOMZHDJXSYHPKS-DROYEMJCSA-L 0.000 description 1
- SGHZXLIDFTYFHQ-UHFFFAOYSA-L Brilliant Blue Chemical compound [Na+].[Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C(=CC=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S([O-])(=O)=O)=C1 SGHZXLIDFTYFHQ-UHFFFAOYSA-L 0.000 description 1
- BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical compound [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
- JLVVSXFLKOJNIY-UHFFFAOYSA-N Magnesium ion Chemical compound [Mg+2] JLVVSXFLKOJNIY-UHFFFAOYSA-N 0.000 description 1
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 1
- GRPFBMKYXAYEJM-UHFFFAOYSA-M [4-[(2-chlorophenyl)-[4-(dimethylamino)phenyl]methylidene]cyclohexa-2,5-dien-1-ylidene]-dimethylazanium;chloride Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C(=CC=CC=1)Cl)=C1C=CC(=[N+](C)C)C=C1 GRPFBMKYXAYEJM-UHFFFAOYSA-M 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- KSCQDDRPFHTIRL-UHFFFAOYSA-N auramine O Chemical compound [H+].[Cl-].C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 KSCQDDRPFHTIRL-UHFFFAOYSA-N 0.000 description 1
- WXLFIFHRGFOVCD-UHFFFAOYSA-L azophloxine Chemical compound [Na+].[Na+].OC1=C2C(NC(=O)C)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 WXLFIFHRGFOVCD-UHFFFAOYSA-L 0.000 description 1
- VJDDAARZIFHSQY-UHFFFAOYSA-N basic black 2 Chemical compound [Cl-].C=1C2=[N+](C=3C=CC=CC=3)C3=CC(N(CC)CC)=CC=C3N=C2C=CC=1NN=C1C=CC(=O)C=C1 VJDDAARZIFHSQY-UHFFFAOYSA-N 0.000 description 1
- 235000012709 brilliant black BN Nutrition 0.000 description 1
- 229910001424 calcium ion Inorganic materials 0.000 description 1
- 239000002738 chelating agent Substances 0.000 description 1
- IWWWBRIIGAXLCJ-BGABXYSRSA-N chembl1185241 Chemical compound C1=2C=C(C)C(NCC)=CC=2OC2=C\C(=N/CC)C(C)=CC2=C1C1=CC=CC=C1C(=O)OCC IWWWBRIIGAXLCJ-BGABXYSRSA-N 0.000 description 1
- ZBNARPCCDMHDDV-UHFFFAOYSA-N chembl1206040 Chemical compound C1=C(S(O)(=O)=O)C=C2C=C(S(O)(=O)=O)C(N=NC3=CC=C(C=C3C)C=3C=C(C(=CC=3)N=NC=3C(=CC4=CC(=CC(N)=C4C=3O)S(O)(=O)=O)S(O)(=O)=O)C)=C(O)C2=C1N ZBNARPCCDMHDDV-UHFFFAOYSA-N 0.000 description 1
- AZOPGDOIOXKJRA-UHFFFAOYSA-L chembl1817788 Chemical compound [Na+].[Na+].C1=C(C([O-])=O)C(O)=CC=C1N=NC1=CC=C(C=2C=CC(=CC=2)N=NC=2C=C(C(O)=CC=2)C([O-])=O)C=C1 AZOPGDOIOXKJRA-UHFFFAOYSA-L 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- YCMOBGSVZYLYBZ-UHFFFAOYSA-L disodium 5-[[4-[4-[(2-amino-8-hydroxy-6-sulfonatonaphthalen-1-yl)diazenyl]phenyl]phenyl]diazenyl]-2-hydroxybenzoate Chemical compound NC1=CC=C2C=C(C=C(O)C2=C1N=NC1=CC=C(C=C1)C1=CC=C(C=C1)N=NC1=CC=C(O)C(=C1)C(=O)O[Na])S(=O)(=O)O[Na] YCMOBGSVZYLYBZ-UHFFFAOYSA-L 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000000977 initiatory effect Effects 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 229910001425 magnesium ion Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000155 melt Substances 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 239000012046 mixed solvent Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- CTIQLGJVGNGFEW-UHFFFAOYSA-L naphthol yellow S Chemical compound [Na+].[Na+].C1=C(S([O-])(=O)=O)C=C2C([O-])=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 CTIQLGJVGNGFEW-UHFFFAOYSA-L 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 230000003449 preventive effect Effects 0.000 description 1
- 238000004445 quantitative analysis Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000009877 rendering Methods 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910001220 stainless steel Inorganic materials 0.000 description 1
- 239000010935 stainless steel Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- GMMAPXRGRVJYJY-UHFFFAOYSA-J tetrasodium 4-acetamido-5-hydroxy-6-[[7-sulfonato-4-[(4-sulfonatophenyl)diazenyl]naphthalen-1-yl]diazenyl]naphthalene-1,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Na+].OC1=C2C(NC(=O)C)=CC=C(S([O-])(=O)=O)C2=CC(S([O-])(=O)=O)=C1N=NC(C1=CC(=CC=C11)S([O-])(=O)=O)=CC=C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 GMMAPXRGRVJYJY-UHFFFAOYSA-J 0.000 description 1
- SMBAGGHBUKLZPQ-UHFFFAOYSA-J tetrasodium 6-amino-4-hydroxy-3-[[7-sulfinato-4-[(4-sulfonatophenyl)diazenyl]naphthalen-1-yl]diazenyl]naphthalene-2,7-disulfonate Chemical compound C1=CC(=CC=C1N=NC2=C3C=CC(=CC3=C(C=C2)N=NC4=C(C5=CC(=C(C=C5C=C4S(=O)(=O)[O-])S(=O)(=O)[O-])N)O)S(=O)[O-])S(=O)(=O)[O-].[Na+].[Na+].[Na+].[Na+] SMBAGGHBUKLZPQ-UHFFFAOYSA-J 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- JADVWWSKYZXRGX-UHFFFAOYSA-M thioflavine T Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C1=[N+](C)C2=CC=C(C)C=C2S1 JADVWWSKYZXRGX-UHFFFAOYSA-M 0.000 description 1
- UJMBCXLDXJUMFB-UHFFFAOYSA-K trisodium;5-oxo-1-(4-sulfonatophenyl)-4-[(4-sulfonatophenyl)diazenyl]-4h-pyrazole-3-carboxylate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C1=NN(C=2C=CC(=CC=2)S([O-])(=O)=O)C(=O)C1N=NC1=CC=C(S([O-])(=O)=O)C=C1 UJMBCXLDXJUMFB-UHFFFAOYSA-K 0.000 description 1
- 238000003828 vacuum filtration Methods 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
Definitions
- the present invention relates to an ink composition for ink jet recording and a process for producing the same.
- Water-base ink compositions have been mainly used as an ink composition for an ink jet recording system from the viewpoint of odor, safety or the like.
- the ink compositions currently used is produced by dissolving various water-soluble dyes in water or a mixed solvent comprising water and a water-soluble organic solvent; and optionally adding various additives to the solution.
- the ink composition disclosed in Japanese Patent Laid-Open No. 71768/1980 is unsatisfactory for the above properties (1), (2), (3) and (6).
- the property (2) even after a print is completely dried, contact or rubbing of the print on paper with a hand or a finger causes the paper to be smudged (hereinafter referred to as "dry to the touch"). This has been pointed out from the practical viewpoint.
- the property (3) in some cases, even when discharge of bubbles generated in a recording head or ink passage is attempted, the bubbles cannot be discharged. The bubbles lead to the occurrence of dropouts or disturbance of the print.
- 1,3-dimethyl-2-imidazolidinone in the ink composition attacks materials constituting a recording head or ink passage and causes dissolution, swelling, cracking or roughening of the surface of the materials.
- This property will be hereinafter referred to as an "attack property" of 1,3-dimethyl-2-imidazolidinone of an ink composition.
- the ink composition cannot ensure the long-term stability particularly in a head made of plastic including a photosensitive resin.
- Japanese Patent Laid-Open No. 144071/1980 Japanese Patent Publication No. 52869/1986
- Japanese Patent Laid-Open No. 163168/1981 Japanese Patent Publication No. 33315/1982
- Japanese Patent Laid-Open No. 71768/1980 Japanese Patent Laid-Open No. 31759/1982
- these inks cannot satisfy all the above property requirements.
- an object of the present invention is to provide an ink composition for ink jet recording capable of satisfying properties required of an ink jet recording ink, especially the above properties (1) to (6) in a balanced manner.
- Another object of the present invention is to provide an ink composition for ink jet recording capable of realizing (1) a high print quality and (2) dry to the touch on a high level.
- An ink composition for ink jet recording comprises 0.01 % by weight or more of C.I. Direct Black 168 or 154, 1 to 10 % by weight of glycerin, 1 to 10 % by weight of a monohydric alcohol having 4 or less carbon atoms, 0.5 to 10 % by weight of 1,3-dimethyl-2-imidazolidinone and 75 to 95 % by weight of water.
- the present invention can provide an ink composition capable of offering a good balance or properties required of the ink jet recording ink. It is surprising that an ink composition having the above particular composition can offer a good balance of the properties.
- the ink composition according to the present invention comprises C.I. Direct Black 168 or 154.
- the C.I. Direct Black 168 or 154 has a surface activity.
- the surface activity can significantly improve the wettability, by the ink composition, of members constituting a recording head and an ink passage, for example, comprising glass, melts, such as nickel and stainless steel, plastics and photosensitive resins. This means that (i) there is no need of effecting a treatment for rendering the head and passage hydrophilic, (ii) the filling of the ink composition becomes easy and (iii) bubbles generated within the passage can be easily discharged. As a result, the ink composition of the present invention can stably provide a print without occurrence of clogging.
- the amount of C.I. Direct Black 168 or 154 is preferably 0.01 % by weight or more. When the amount is less than 0.01 % by weight, the surface activity is unsatisfactory. It is still preferably 0.1 to 10 % by weight, further preferably 0.2 to 5 % by weight.
- the C.I. Direct Black 168 or 154 functions also as a dye
- Water-soluble dyes used in the conventional ink compositions for ink jet recording may be used as the additional dye.
- the additional dye include C.I. Direct Yellow 1, 8, 11, 12, 24, 26, 27, 28, 33, 39, 44, 50, 58, 85, 86, 87, 88, 89, 98, and 157, C. I.
- Basic Red 1, 2, 9, 12, 14, 17, 18 and 37 C.I. Basic Blue 1, 3, 5, 7, 9, 22, 24, 25, 26, 28 and 29, C.I. Basic Black 2 and 8, C.I. Food Black 1 and 2, C.I. Food Blue 2, C.I. Food Violet 2, C.I. Food Red 14, C.I. Food Yellow 4, C.I. Reactive Yellow 37, C.I. Reactive Red 23 and 180 and C.I. Reactive Black 31.
- the amount of the dye is not particularly limited so far as printing and recording can be effected, it is generally preferably in the range of 0.01 to 10 % by weight, still preferably in the range of 0.5 to 5.0 % by weight.
- Glycerin basically serves as a clogging preventive.
- the amount of glycerin is preferably in the range of 1 to 10 % by weight, still preferably 2.0 to 5.0 % by weight.
- the particular amount of glycerin reduces the attack property of 1,3-dimethyl-2-imidazolidinone.
- the amount is less than 1 % by weight, clogging unfavorably occurs or the attack property of 1,3-dimethyl-2-imidazolidinone cannot be lowered.
- it exceeds 10 % by weight the dryability of the print is unfavorably deteriorated.
- the amount of the monohydric alcohol having 4 or less carbon atoms is preferably in the range of 1 to 10 % by weight, still preferably in the range of 2 to 7 % by weight.
- Preferred examples of the monohydric alcohol having 4 or less carbon atoms include methanol, ethanol, n-propanol, iso-propanol and butanol.
- Ethanol is particularly preferred from the viewpoint of safety, odor and penetration of the ink into the recording material.
- the alcohol volatilizes while it penetrates into the recording material. This prevents blotting and can satisfy both the quality of the print and the dryability of the print.
- the amount of the alcohol When the amount of the alcohol is less than 1 % by weight, sufficient penetrating property and evaporative power cannot be imparted to the ink composition so that there is a possibility that the dryability of the print is deteriorated. On the other hand, when the amount of the alcohol exceeds 5 % by weight, it becomes difficult to ensure a good quality of the print and, further, the flash point of the ink composition is lowered, which is unfavorable also from the viewpoint of the safety.
- the amount of 1,3-dimethyl-2-imidazolidinone is preferably in the range of 0.5 to 10 % by weight, still preferably in the range of 1 to 5 % by weight. Since 1,3-dimethyl-2-imidazolidinone has a high capability of dissolving a dye, it can increase the concentration of dye in the ink composition to enhance the record density. Since 1,3-dimethyl-2-imidazolidinone has a low viscosity, a rapid increase in the viscosity can be prevented, which contributes to an enhancement in the quality of the print and continuous and intermittent printing stability. Furthermore, 1,3-dimethyl-2-imidazolidinone has the effect of improving the water resistance of the print.
- the high dye dissolution capability of 1,3-dimethyl-2-imidazolidinone is derived from its high dissolving power.
- the high dissolving power has often given rise to the unfavorable high attack property of the ink composition.
- the attack property can be lowered to such an extent as will not give rise to a practical problem. This enables a long-term reliability of members constituting a recording head and a ink passage to be ensured.
- the presence of 1,3-dimethyl-2-imidazolidinone and glycerin in a ratio of 2 : 1 to 1 : 5 is particularly preferred from the viewpoint of inhibiting the attack property.
- the ink composition containing 1,3-dimethyl-2-imidazolidinone generally lacks in pH stability, so that a precipitate unfavorably occurs.
- 1,3-dimethyl-2-imidazolidinone is present together with the above particular amount of a monohydric alcohol having 4 or less carbon atoms, the problem can be overcome. Since 1,3-dimethyl-2-imidazolidinone has a high ability to penetrate into the recording material, the amount of the alcohol may be relatively small. Therefore, it advantageously becomes possible to provide an ink composition having a high flash point and a high safety.
- a combination of 1,3-dimethyl-2-imidazolidinone with an alcohol having 4 or less carbon atoms increases the viscosity of the ink composition. Therefore, the ink composition of the present invention is advantageous also in that no thickening agent is needed.
- the solvent of the ink composition according to the present invention is basically water.
- the amount of water is 75 to 95 % by weight, preferably 80 to 90 % by weight. When the amount is less than 75 % by weight, it becomes difficult to ensure a favorable quality of the ink. On the other hand, when it exceeds 95 % by weight, clogging is unfavorably liable to occur or the dryability of the print is deteriorated. It is still preferred to use ion-exchanged water having a calcium ion or magnesium ion concentration of 5 ppm or less.
- the ink composition of the present invention may further comprise an additive for further improving the properties of the ink composition.
- an additive for further improving the properties of the ink composition.
- Specific examples of the additive include surfactants, viscosity modifiers, surface tension modifiers, specific resistance modifiers, pH adjustors (for example, lithium hydroxide, sodium hydroxide and potassium hydroxide), fungicides and chelating agents.
- the viscosity of the ink composition is preferably 30 mPa ⁇ s or less.
- the viscosity of the ink composition is preferably about 1.2 to 20 mPa ⁇ s.
- the surface tension is preferably about 35 to 60 dyne/cm (35-60 10 ⁇ 3 N/m) and the pH is preferably about 7 to 10.
- the print may be dried and fixed by suitable heat fixation means for example, a hot air, a hot roll or infrared rays.
- the ink composition according to the present invention can be produced by mixing the above-mentioned components, sufficiently stirring the mixture at room temperature or with heating and optionally removing solid matter by filtration.
- the ink composition of the present invention contains a relatively volatile monohydric alcohol having 4 or less carbon atoms, it is preferred that the addition of the alcohol and the stirrins of the mixture be effected at a relatively low temperature, preferably 40°C or below. A large amount of evaporation of the alcohol during the production of the ink is unfavorable because the control of the properties of the ink composition becomes so difficult that the yield is lowered.
- a recording solution was prepared in the same manner as that of Example 1, except that ethanol was added at a temperature above 40°C.
- Ink compositions of Examples 1 to 9 and Comparative Examples 1 to 9 were tested using an ink jet printer HG-5130 (manufactured by Seiko Epson Corporation) on (1) quality of the print, (2) dryability of the print, (3) printing stability, (4) water resistance of the print, (5) storage stability of the ink composition and (6) long-term reliability of the ink composition in terms of its attack property on members constituting a recording head and a ink passage, a change in the properties of the ink composition and occurrence of a precipitate. Evaluation was effected based on the following criteria. The results of the evaluation are as given in Table 1.
- the printing quality was examined using 10 kinds of each of paper made in Europe, America and Japan, i.e., 30 kinds in total of paper.
- the print was observed under a microscope (x 100 and x 400) and with the naked eye.
- the percentage of the papers on which the print had a sharp edge without blotting along a fiber of the paper was calculated.
- the criteria of the evaluation were as follows.
- the print was immersed in water for 10 sec. The percentage of the papers that gave rise to no stain was calculated. The criteria of the evaluation were as follows.
- the ink composition was investigated to determine whether or not properties (pH, viscosity, surface tension and electric conductivity) of the ink composition were changed and whether or not a precipitate was occurred.
- the criteria of the evaluation were as follows.
- a member constituting a recording head and a member constituting an ink passage were brought into contact with the ink composition and stored in a constant temperature bath at 70°C for 1 month.
- the members were investigated to determine whether or not the ink composition attacked the members and caused dissolution, swelling, cracking or roughening of the members.
- the ink composition was investigated to determined whether or not properties of the ink composition were changed and whether or not a precipitate was occurred.
- the criteria of the evaluation were as follows.
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- Ink Jet Recording Methods And Recording Media Thereof (AREA)
Description
- The present invention relates to an ink composition for ink jet recording and a process for producing the same.
- Water-base ink compositions have been mainly used as an ink composition for an ink jet recording system from the viewpoint of odor, safety or the like. The ink compositions currently used is produced by dissolving various water-soluble dyes in water or a mixed solvent comprising water and a water-soluble organic solvent; and optionally adding various additives to the solution.
- The following properties are required of an ink composition for ink jet recording:
- (1) High-quality printing of letters and images on "plain" paper.
- (2) Good dryability of a print such that the print is not smudged when the print is rubbed immediately after printing.
- (3) Good filling property that provides stable jetting free from any of clogging, deviation of ink droplets from the flight path and dropouts.
- (4) Water resistance of the print.
- (5) Long-term storage stability of the ink.
- (6) Long-term reliability in terms of a property of the ink that does not attack the members with which the ink comes into contact.
- In many cases, these properties, however, have a contradictory relationship with each other. Thus, it is considerably difficult to simultaneously satisfy these properties in a balanced manner. For example, when a penetrating agent for accelerating the penetration of the ink into the recording medium is added in order to improve the dryability of the print, the ink becomes likely to blot. Furthermore, the addition of a wetting agent in an excessive amount to the ink for the purpose of preventing clogging leads to a deterioration of the dryability of the print.
- For this reason, no proposal capable of satisfying all the various property requirements has hitherto been made in the art. For example, although an ink composition containing 1,3-dimethyl-2-imidazolidinone, which is disclosed in Japanese Patent Laid-Open No. 71768/1980 (Japanese Patent Publication No. 31759/1982), has an excellent capability of preventing clogging, it cannot simultaneously satisfy all the above property requirements.
- In particular, so far as the present inventors know, the ink composition disclosed in Japanese Patent Laid-Open No. 71768/1980 (Japanese Patent Publication No. 31759/1982) is unsatisfactory for the above properties (1), (2), (3) and (6). In particular, with respect to the property (2), even after a print is completely dried, contact or rubbing of the print on paper with a hand or a finger causes the paper to be smudged (hereinafter referred to as "dry to the touch"). This has been pointed out from the practical viewpoint. For the property (3), in some cases, even when discharge of bubbles generated in a recording head or ink passage is attempted, the bubbles cannot be discharged. The bubbles lead to the occurrence of dropouts or disturbance of the print. In addition, 1,3-dimethyl-2-imidazolidinone in the ink composition attacks materials constituting a recording head or ink passage and causes dissolution, swelling, cracking or roughening of the surface of the materials. (This property will be hereinafter referred to as an "attack property" of 1,3-dimethyl-2-imidazolidinone of an ink composition.) For the property (6), therefore, the ink composition cannot ensure the long-term stability particularly in a head made of plastic including a photosensitive resin.
- In addition, Japanese Patent Laid-Open No. 144071/1980 (Japanese Patent Publication No. 52869/1986) and Japanese Patent Laid-Open No. 163168/1981 (Japanese Patent Publication No. 33315/1982) disclose inks similar to that disclosed in the Japanese Patent Laid-Open No. 71768/1980 (Japanese Patent Publication No. 31759/1982). However, these inks cannot satisfy all the above property requirements.
- Accordingly, an object of the present invention is to provide an ink composition for ink jet recording capable of satisfying properties required of an ink jet recording ink, especially the above properties (1) to (6) in a balanced manner.
- Another object of the present invention is to provide an ink composition for ink jet recording capable of realizing (1) a high print quality and (2) dry to the touch on a high level.
- An ink composition for ink jet recording according to the present invention comprises 0.01 % by weight or more of C.I. Direct Black 168 or 154, 1 to 10 % by weight of glycerin, 1 to 10 % by weight of a monohydric alcohol having 4 or less carbon atoms, 0.5 to 10 % by weight of 1,3-dimethyl-2-imidazolidinone and 75 to 95 % by weight of water.
- The present invention can provide an ink composition capable of offering a good balance or properties required of the ink jet recording ink. It is surprising that an ink composition having the above particular composition can offer a good balance of the properties.
- The ink composition according to the present invention comprises C.I. Direct Black 168 or 154. The C.I. Direct Black 168 or 154 has a surface activity. The surface activity can significantly improve the wettability, by the ink composition, of members constituting a recording head and an ink passage, for example, comprising glass, melts, such as nickel and stainless steel, plastics and photosensitive resins. This means that (i) there is no need of effecting a treatment for rendering the head and passage hydrophilic, (ii) the filling of the ink composition becomes easy and (iii) bubbles generated within the passage can be easily discharged. As a result, the ink composition of the present invention can stably provide a print without occurrence of clogging.
- The amount of C.I. Direct Black 168 or 154 is preferably 0.01 % by weight or more. When the amount is less than 0.01 % by weight, the surface activity is unsatisfactory. It is still preferably 0.1 to 10 % by weight, further preferably 0.2 to 5 % by weight.
- In the ink composition according to the present invention, although the C.I. Direct Black 168 or 154 functions also as a dye, it is also possible to further add a dye. Water-soluble dyes used in the conventional ink compositions for ink jet recording may be used as the additional dye. Examples of the additional dye include C.I. Direct Yellow 1, 8, 11, 12, 24, 26, 27, 28, 33, 39, 44, 50, 58, 85, 86, 87, 88, 89, 98, and 157, C. I. Direct Red 1, 2, 4, 9, 11, 13, 17, 20, 23, 24, 28, 31, 33, 37, 39, 44, 46, 62, 63, 75, 79, 80, 81, 83, 84, 89, 95, 99, 113, 197, 201, 218, 220, 224, 225, 226, 227, 228, 229, 230 and 231, C.I. Direct Blue, 1, 2, 6, 15, 22, 25, 41, 71, 76, 78, 86, 87, 90, 98, 163, 165, 199 and 202, Direct black 2, 7, 19, 22, 24, 32, 38, 51, 56, 63, 71, 74, 75, 77, 108 and 171, C.I. Acid Yellow 1, 3, 7, 11, 17, 19, 23, 25, 29, 38, 44, 79, 127, 144 and 245, C.I. Acid Red 1, 6, 8, 9, 13, 14, 18, 26, 27, 35, 37, 42, 52, 82, 85, 87, 89, 92, 97, 106, 111, 114, 115, 118, 134, 158, 186, 249, 254 and 289, C.I. Acid blue 1, 7 9, 22, 23, 25, 29, 40, 41, 43, 45, 78, 80, 82, 92, 93, 127 and 249, C.I. Acid Black 1, 2, 7, 24, 26, 29, 31, 44, 48, 50, 52 and 94, C.I. Basic Yellow 1, 2, 11 and 34, C.I. Basic Red 1, 2, 9, 12, 14, 17, 18 and 37, C.I. Basic Blue 1, 3, 5, 7, 9, 22, 24, 25, 26, 28 and 29, C.I. Basic Black 2 and 8, C.I. Food Black 1 and 2, C.I. Food Blue 2, C.I. Food Violet 2, C.I. Food Red 14, C.I. Food Yellow 4, C.I. Reactive Yellow 37, C.I. Reactive Red 23 and 180 and C.I. Reactive Black 31.
- Although the amount of the dye is not particularly limited so far as printing and recording can be effected, it is generally preferably in the range of 0.01 to 10 % by weight, still preferably in the range of 0.5 to 5.0 % by weight.
- Glycerin basically serves as a clogging preventive. The amount of glycerin is preferably in the range of 1 to 10 % by weight, still preferably 2.0 to 5.0 % by weight. Interestingly the particular amount of glycerin reduces the attack property of 1,3-dimethyl-2-imidazolidinone. When the amount is less than 1 % by weight, clogging unfavorably occurs or the attack property of 1,3-dimethyl-2-imidazolidinone cannot be lowered. On the other hand, when it exceeds 10 % by weight, the dryability of the print is unfavorably deteriorated.
- The amount of the monohydric alcohol having 4 or less carbon atoms is preferably in the range of 1 to 10 % by weight, still preferably in the range of 2 to 7 % by weight. Preferred examples of the monohydric alcohol having 4 or less carbon atoms include methanol, ethanol, n-propanol, iso-propanol and butanol. Ethanol is particularly preferred from the viewpoint of safety, odor and penetration of the ink into the recording material. The alcohol volatilizes while it penetrates into the recording material. This prevents blotting and can satisfy both the quality of the print and the dryability of the print. When the amount of the alcohol is less than 1 % by weight, sufficient penetrating property and evaporative power cannot be imparted to the ink composition so that there is a possibility that the dryability of the print is deteriorated. On the other hand, when the amount of the alcohol exceeds 5 % by weight, it becomes difficult to ensure a good quality of the print and, further, the flash point of the ink composition is lowered, which is unfavorable also from the viewpoint of the safety.
- The amount of 1,3-dimethyl-2-imidazolidinone is preferably in the range of 0.5 to 10 % by weight, still preferably in the range of 1 to 5 % by weight. Since 1,3-dimethyl-2-imidazolidinone has a high capability of dissolving a dye, it can increase the concentration of dye in the ink composition to enhance the record density. Since 1,3-dimethyl-2-imidazolidinone has a low viscosity, a rapid increase in the viscosity can be prevented, which contributes to an enhancement in the quality of the print and continuous and intermittent printing stability. Furthermore, 1,3-dimethyl-2-imidazolidinone has the effect of improving the water resistance of the print.
- The high dye dissolution capability of 1,3-dimethyl-2-imidazolidinone is derived from its high dissolving power. The high dissolving power has often given rise to the unfavorable high attack property of the ink composition. When 1,3-dimethyl-2-imidazolidinone is present together with the above particular amount of glycerin, the attack property can be lowered to such an extent as will not give rise to a practical problem. This enables a long-term reliability of members constituting a recording head and a ink passage to be ensured. The presence of 1,3-dimethyl-2-imidazolidinone and glycerin in a ratio of 2 : 1 to 1 : 5 is particularly preferred from the viewpoint of inhibiting the attack property.
- The ink composition containing 1,3-dimethyl-2-imidazolidinone generally lacks in pH stability, so that a precipitate unfavorably occurs. When 1,3-dimethyl-2-imidazolidinone is present together with the above particular amount of a monohydric alcohol having 4 or less carbon atoms, the problem can be overcome. Since 1,3-dimethyl-2-imidazolidinone has a high ability to penetrate into the recording material, the amount of the alcohol may be relatively small. Therefore, it advantageously becomes possible to provide an ink composition having a high flash point and a high safety. In addition, a combination of 1,3-dimethyl-2-imidazolidinone with an alcohol having 4 or less carbon atoms increases the viscosity of the ink composition. Therefore, the ink composition of the present invention is advantageous also in that no thickening agent is needed.
- The solvent of the ink composition according to the present invention is basically water. The amount of water is 75 to 95 % by weight, preferably 80 to 90 % by weight. When the amount is less than 75 % by weight, it becomes difficult to ensure a favorable quality of the ink. On the other hand, when it exceeds 95 % by weight, clogging is unfavorably liable to occur or the dryability of the print is deteriorated. It is still preferred to use ion-exchanged water having a calcium ion or magnesium ion concentration of 5 ppm or less.
- The ink composition of the present invention may further comprise an additive for further improving the properties of the ink composition. Specific examples of the additive include surfactants, viscosity modifiers, surface tension modifiers, specific resistance modifiers, pH adjustors (for example, lithium hydroxide, sodium hydroxide and potassium hydroxide), fungicides and chelating agents.
- Various properties of the ink composition according to the present invention can be regulated so as to suit ink jet recording. For example, when a working temperature of the ink composition is 0 to 50°C, the viscosity is preferably 30 mPa·s or less. In order to realize a quick response (for example, 2 pages of paper having a size of A4 per min), the viscosity of the ink composition is preferably about 1.2 to 20 mPa·s. At the working temperature of 0 to 50°C, the surface tension is preferably about 35 to 60 dyne/cm (35-60 10⁻³ N/m) and the pH is preferably about 7 to 10.
- After printing is effected on a recording medium with the ink composition of the present invention, the print may be dried and fixed by suitable heat fixation means for example, a hot air, a hot roll or infrared rays.
- The ink composition according to the present invention can be produced by mixing the above-mentioned components, sufficiently stirring the mixture at room temperature or with heating and optionally removing solid matter by filtration. In particular, since the ink composition of the present invention contains a relatively volatile monohydric alcohol having 4 or less carbon atoms, it is preferred that the addition of the alcohol and the stirrins of the mixture be effected at a relatively low temperature, preferably 40°C or below. A large amount of evaporation of the alcohol during the production of the ink is unfavorable because the control of the properties of the ink composition becomes so difficult that the yield is lowered.
- The present invention will now be described in more detail with reference to the following Examples, though it is not limited to these Examples,
-
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.8 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 84.0 wt.% - All the components except for ethanol in a total amount of 120 liters were placed in a 180-liter heating-stirring vessel and stirred with heating at 80°C for 1 hr. After cooling water was circulated for about 1 hr to regulate the temperature of the ink at 40°C, ethanol was added thereto. The mixture was then stirred for about 30 min and subjected to vacuum filtration using a 0.4-»m membrane filter to provide an ink composition.
- Ink compositions of Examples 2 to 8 and Comparative Examples 1 to 8 having the following respective composition were prepared in the same manner as that of Example 1.
-
C.I. Direct Black 168 0.01 wt.% C.I. Direct Black 19 2.99 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 84.0 wt.% -
C.I. Direct Black 168 3.0 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 84.0 wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 10.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 79.0.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 1.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 82.0.wt.% -
-
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 0.5 wt.% Ethanol 3.0 wt.% Ion-exchanged water 88.5.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 10.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 79.0.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 1.0 wt.% Ion-exchanged water 86.0 .wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 5.0 wt.% Ion-exchanged water 82.0.wt.% -
C.I. Direct Black 154 0.2 wt.% C.I. Direct Black 19 2.8 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 84.0.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.8 wt.% Glycerin 4.0 wt.% 1,3-Dimethyl-2-imidazolidinone 2.0 wt.% Ethanol 4.0 wt.% Ion-exchanged water 87.0.wt.% -
C.I. Direct Black 19 3.0 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 84.0.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 15.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 74.0.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 89.0.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 5.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 89.0.wt.% -
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 15.0 wt.% Ethanol 3.0 wt.% Ion-exchanged water 74.0.wt.% -
-
C.I. Direct Black 168 0.2 wt.% C.I. Direct Black 19 2.80 wt.% Glycerin 5.0 wt.% 1,3-Dimethyl-2-imidazolidinone 5.0 wt.% Ion-exchanged water 87.0.wt.% - An ink composition described in Example 1 of Japanese Patent Laid-Open No. 71768/1980 (Japanese Patent Publication No. 31759/1982).
1,3-Dimethyl-2-imidazolidinone 60.0 wt.% Sumilite Black G Conc 4.0 Wt.% Ion-exchanged water 36.0 wt.% - A recording solution was prepared in the same manner as that of Example 1, except that ethanol was added at a temperature above 40°C.
- Ink compositions of Examples 1 to 9 and Comparative Examples 1 to 9 were tested using an ink jet printer HG-5130 (manufactured by Seiko Epson Corporation) on (1) quality of the print, (2) dryability of the print, (3) printing stability, (4) water resistance of the print, (5) storage stability of the ink composition and (6) long-term reliability of the ink composition in terms of its attack property on members constituting a recording head and a ink passage, a change in the properties of the ink composition and occurrence of a precipitate. Evaluation was effected based on the following criteria. The results of the evaluation are as given in Table 1.
- The printing quality was examined using 10 kinds of each of paper made in Europe, America and Japan, i.e., 30 kinds in total of paper.
- The print was observed under a microscope (x 100 and x 400) and with the naked eye. The percentage of the papers on which the print had a sharp edge without blotting along a fiber of the paper was calculated. The criteria of the evaluation were as follows.
- ⓞ
- : 80 % or more
- ○
- : 60 to 79 %
- Δ
- : 40 to 59 %
- X
- : 39 % or less
-
- (2-1) 10 sec after the printing, the print was rubbed with the edge of paper. The percentage of the papers that gave rise to no smudging 10 sec after the initiation of the rubbing was calculated. The criteria of the evaluation were as follows.
- ⓞ
- : 80 % or more
- ○
- : 60 to 79 %
- Δ
- : 40 to 59 %
- X
- : 39 % or less
- (2-2) After drying of the print, a finger was pressed down against the print for 10 min and then rubbed against the print. The percentage of the papers that gave rise to no stain of the finger or paper was calculated. The criteria of the evaluation were as follows. ⓞ : 80 % or more ○ : 60 to 79 % Δ : 40 to 59 % X : 39 % or less
-
- (3-1) Continuous printing was effected to determine the period of time for which the printing could be stably effected. The criteria of the evaluation were as follows.
- ⓞ
- : 24 hr or more
- ○
- : 10 to less than 24 hr
- X
- : less than 10 hr
- (3-2) Intermittent printing was effected at intervals of 30 sec to determine the period of time for which the intermittent printing could be stably effected. The criteria of the evaluation were as follows.
- ⓞ
- : 10 hr or more
- ○
- : 1 to less than 10 hr
- X
- : less than 1 hr
- (3-3) The printer with the ink composition was allowed to stand in a constant temperature bath at 70°C for one month. The number of times of a cleaning operation necessary for satisfactory printing to be completely resumed was counted. The criteria of the evaluation were as follows.
- ⓞ
- : Satisfactory printing could be completely resumed by repeating cleaning less than 3 times.
- ○
- : Satisfactory printing could be completely resumed by repeating cleaning 3 to 5 times.
- Δ
- : Satisfactory printing could be completely resumed by repeating cleaning 5 to 10 times.
- X
- : Satisfactory printing could not be completely resumed or could not be resumed at all even by repeating cleaning 10 or more times.
- The print was immersed in water for 10 sec. The percentage of the papers that gave rise to no stain was calculated. The criteria of the evaluation were as follows.
- ⓞ
- : 80 % or more
- ○
- : 60 to 79 %
- Δ
- : 40 to 59 %
- X
- : 39 % or less
-
- 100 cc of the ink composition was sealed into an aluminum pack and stored in a constant temperature bath at 70°C for 1 month. The ink composition was investigated to determine whether or not properties (pH, viscosity, surface tension and electric conductivity) of the ink composition were changed and whether or not a precipitate was occurred. The criteria of the evaluation were as follows.
- ○
- : Neither a change in the properties of the ink nor occurrence of a precipitate observed.
- Δ
- : A change in the properties of the ink or the occurrence of a precipitate observed.
- X
- : Both a change in the properties of the ink and occurrence of a precipitate observed.
- A member constituting a recording head and a member constituting an ink passage were brought into contact with the ink composition and stored in a constant temperature bath at 70°C for 1 month. The members were investigated to determine whether or not the ink composition attacked the members and caused dissolution, swelling, cracking or roughening of the members. In addition, the ink composition was investigated to determined whether or not properties of the ink composition were changed and whether or not a precipitate was occurred. The criteria of the evaluation were as follows.
- ○
- : None of a sign on the members of being attacked by the ink composition, change in the properties of the ink composition and occurrence of a precipitate was observed.
- Δ
- : At least one of a sign of being attacked by the ink composition, change in the properties or occurrence of a precipitate was observed.
- X
- : All the sign attacked by the ink composition, change in the properties and occurrence of a precipitate were observed.
- Properties (viscosity and surface tension) and ethanol content of the ink compositions of Example 1 and Comparative Example 9 were measured. The results are given in Table 2.
- The viscosity and surface tension were measured by using a B type viscosimeter (manufactured by Tokyo Keiki Co., Ltd.) and a tension meter CBVP-A3 (Kyowa Interface Science Co., Ltd.), respectively, and the ethanol content was determined by quantitative analysis using a gas chromatograph (manufactured by Shimadzu Seisakusho Ltd.).
Table 2 Ex. 1 Comp.Ex. 9 Viscosity (mPa·s) 2.0 1.70 Surface tension (mN/m) 55.0 61.0 Ethanol content (wt.%) 3.0 0.5
Claims (5)
- An ink composition for ink jet recording comprising 0.01 % by weight or more of C.I. Direct Black 168 or 154, 1 to 10 % by weight of glycerin, 1 to 10 % by weight of a monohydric alcohol having 4 or less carbon atoms, 0.5 to 10 % by weight of 1,3-dimethyl-2-imidazolidinone and 75 to 95 % by weight of water.
- An ink composition according to claim 1, which further comprises a dye other than C.I. Direct Black 168 and 154.
- An ink composition according to claim 1, wherein the monohydric alcohol having 4 or less carbon atoms is ethanol.
- An ink composition according to claim 1, wherein the ratio of 1,3-dimethyl-2-imidazolidinone to glycerin is in the range of from 2 : 1 to 1 : 5.
- A process for producing an ink composition according to claim 1, comprising adding a monohydric alcohol having 4 or less carbon atoms at a temperature of 40°C or below to a mixture comprising a dye, glycerin, 1,3-dimethyl-2-imidazolidinone and water.
Applications Claiming Priority (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP26484192 | 1992-10-02 | ||
JP264841/92 | 1992-10-02 | ||
JP32696592A JPH06172690A (en) | 1992-12-07 | 1992-12-07 | Ink for ink jet recording |
JP326965/92 | 1992-12-07 | ||
JP60151/93 | 1993-03-19 | ||
JP6015193A JPH06166841A (en) | 1992-10-02 | 1993-03-19 | Ink for ink jet recording and its production |
Publications (3)
Publication Number | Publication Date |
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EP0591004A2 EP0591004A2 (en) | 1994-04-06 |
EP0591004A3 EP0591004A3 (en) | 1994-05-25 |
EP0591004B1 true EP0591004B1 (en) | 1995-12-13 |
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EP93307826A Expired - Lifetime EP0591004B1 (en) | 1992-10-02 | 1993-10-01 | Ink composition for ink jet recording and process for producing the same |
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US (1) | US5421871A (en) |
EP (1) | EP0591004B1 (en) |
DE (1) | DE69301019T2 (en) |
HK (1) | HK5397A (en) |
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US6051490A (en) * | 1991-11-29 | 2000-04-18 | Sony Corporation | Method of forming wirings |
JP3520381B2 (en) * | 1994-11-07 | 2004-04-19 | セイコーエプソン株式会社 | Ink composition for inkjet recording |
JP2888166B2 (en) * | 1995-04-04 | 1999-05-10 | 富士ゼロックス株式会社 | Ink jet recording ink and ink jet recording method |
JPH08290648A (en) * | 1995-04-21 | 1996-11-05 | Seiko Epson Corp | Ink jet recording method |
JP3735885B2 (en) * | 1995-04-27 | 2006-01-18 | ソニー株式会社 | Printer device |
JP3454024B2 (en) * | 1995-10-06 | 2003-10-06 | セイコーエプソン株式会社 | Ink jet recording ink composition and recording method |
US5580373A (en) * | 1995-12-19 | 1996-12-03 | E. I. Du Pont De Nemours And Company | Aqueous ink compositions containing amide anti-curl agent |
KR100393056B1 (en) | 2000-09-20 | 2003-07-31 | 삼성전자주식회사 | Ink composition for ink jet printer |
US6503308B2 (en) * | 2000-12-20 | 2003-01-07 | Hewlett-Packard Company | Black ink compositions for inkjet printing |
JP4452436B2 (en) * | 2002-09-30 | 2010-04-21 | 富士フイルム株式会社 | Black ink for inkjet recording |
JP4404537B2 (en) * | 2002-09-30 | 2010-01-27 | 富士フイルム株式会社 | Ink for ink jet recording and ink set |
JP4452437B2 (en) * | 2002-09-30 | 2010-04-21 | 富士フイルム株式会社 | Black ink for inkjet recording |
US7211133B2 (en) * | 2002-11-18 | 2007-05-01 | Fujifilm Corporation | Inkjet black ink |
KR100538238B1 (en) * | 2003-11-12 | 2005-12-21 | 삼성전자주식회사 | Ink composition |
TW200718300A (en) * | 2005-08-29 | 2007-05-01 | Innovex Inc | Polyester flex circuit constructions and fabrication methods for ink-resistant flex circuits used in ink jet printing |
WO2008055245A2 (en) | 2006-10-31 | 2008-05-08 | Sensient Colors Inc. | Inks comprising modified pigments and methods for making and using the same |
US7846245B2 (en) * | 2006-11-02 | 2010-12-07 | Hewlett-Packard Development Company, L.P. | Ink-jet inks for neutral gray and black printing |
EP2201072B1 (en) | 2007-08-23 | 2018-11-14 | Sensient Colors LLC | Self-dispersed pigments and methods for making and using the same |
CN102858886A (en) | 2009-04-07 | 2013-01-02 | 森馨颜色有限责任公司 | Self-dispersing particles and methods for making and using the same |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5698270A (en) * | 1980-01-09 | 1981-08-07 | Mitsubishi Pencil Co Ltd | Aqueous ink composition |
JPS59124967A (en) * | 1982-12-29 | 1984-07-19 | Canon Inc | Recording liquid |
US4505749A (en) * | 1983-06-24 | 1985-03-19 | Canon Kabushiki Kaisha | Method of forming color images |
JPS60123571A (en) * | 1983-12-08 | 1985-07-02 | Canon Inc | Recording liquid |
JPS62116676A (en) * | 1985-11-18 | 1987-05-28 | Canon Inc | Recording fluid |
JPH0662000B2 (en) * | 1986-06-20 | 1994-08-17 | キヤノン株式会社 | Inkjet recording method |
GB8624370D0 (en) * | 1986-10-10 | 1986-11-12 | Ici Plc | Ink |
US4957553A (en) * | 1986-12-01 | 1990-09-18 | Canon Kabushiki Kaisha | Ink for ink-jet recording and ink-jet recording process employing the same |
US4838938A (en) * | 1987-02-16 | 1989-06-13 | Canon Kabushiki Kaisha | Recording liquid and recording method by use thereof |
US5141556A (en) * | 1991-06-13 | 1992-08-25 | E. I. Du Pont De Nemours And Company | Penetrants for aqueous ink jet inks |
JP3149480B2 (en) * | 1991-11-06 | 2001-03-26 | セイコーエプソン株式会社 | Inkjet recording ink |
JPH05125314A (en) * | 1991-11-06 | 1993-05-21 | Seiko Epson Corp | Ink for ink-jet recording |
-
1993
- 1993-10-01 US US08/131,096 patent/US5421871A/en not_active Expired - Lifetime
- 1993-10-01 DE DE69301019T patent/DE69301019T2/en not_active Expired - Lifetime
- 1993-10-01 EP EP93307826A patent/EP0591004B1/en not_active Expired - Lifetime
-
1997
- 1997-01-09 HK HK5397A patent/HK5397A/en not_active IP Right Cessation
Also Published As
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---|---|
DE69301019D1 (en) | 1996-01-25 |
EP0591004A2 (en) | 1994-04-06 |
DE69301019T2 (en) | 1996-07-25 |
HK5397A (en) | 1997-01-17 |
US5421871A (en) | 1995-06-06 |
EP0591004A3 (en) | 1994-05-25 |
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